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Trifluoroacetic acid → (5R)-5-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}pyrrolidin-2-one

HRID 70628
ノート
印刷プレビュー

反応式

HRID 70628 の反応式
FC(F)(F)C(O)=O.[CH:8]1([C:11]2[CH:12]=[CH:13][C:14]([CH:19]([C:34]3[CH:39]=[CH:38][C:37]([CH:40]([CH3:42])[CH3:41])=[CH:36][CH:35]=3)[CH2:20][C@H:21]3[CH2:25][CH2:24][C:23](=[O:26])[N:22]3C(OC(C)(C)C)=O)=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:8]1([C:11]2[CH:12]=[CH:13][C:14]([CH:19]([C:34]3[CH:39]=[CH:38][C:37]([CH:40]([CH3:42])[CH3:41])=[CH:36][CH:35]=3)[CH2:20][C@@H:21]3[NH:22][C:23](=[O:26])[CH2:24][CH2:25]3)=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 67401184tert-butyl (2R)-2-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}-5-oxopyrrolidine-1-carboxylate

生成物 1

HCID 67396303(5R)-5-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}pyrrolidin-2-one収率 105.8%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

Trifluoroacetic acid (1 mL) was added to a solution of tert-butyl (2R)-2-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}-5-oxopyrrolidine-1-carboxylate (211 mg) in methylene chloride (2 mL) under ice-cooling, and the mixture was stirred under ice-cooling for 75 minutes. Saturated aqueous sodium bicarbonate was added to the reaction solution, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered, after which the solvent was evaporated under reduced pressure to give (5R)-5-{2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-[4-(propan-2-yl)phenyl]ethyl}pyrrolidin-2-one (176.5 mg, quant.).

後処理

  1. temperaturecooling
  2. temperaturecooling for 75 minutes
  3. extractionfollowed by extraction with chloroform
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customafter which the solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-02a9456d80f2415a92909581fb229e55
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822503B2

反応ノート

読み込み中…

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